Curious about anal

[Escierto]

Unfortunately, I am serious. She has only held off this long because I have asked her to. Her goal has always been to complete her male to female transition, and I consider myself fortunate that she has retained her lovely cock this long. I love her, and even asked her to marry me a couple of years ago, but she doesn't believe I will continue to love her after she completes her transition. While I will always love her, I am fairly confident that our relationship will suffer once she no longer has a cock. So, I absolutely dread the day when she decides she's ready.

I guess I can understand her motivation to complete her transition. I love my girlfriend and I told her that I would continue to be with her if she decided that she wanted to take that step but thank God, it’s out of the question for her.

I know that for a lot of people it’s no big deal to be versatile so they can easily imagine being a top after being a bottom. For me, being a bottom is so fulfilling, it’s really all I ever want.

 

[2tallpaul]

I hope someone posts an honest response!

I'll do my best. My history has been with women that liked it and knew how to start without any pain. Starting clean, lube shooters etc. Size matters and fingers were the first and then to toys and plugs. After some FMF experiences, I gave in and allowed it adding another male into play. Later I found out that was her, their plan. It's never hurt but I've been with experienced people. There's no such thing as too much lube, so it it works out, don't worry about it. Knowing how to hit the right places does make me climax. Me, it was more mental trying the first time. Admitting being bi or fear of losing my man card was the biggest issue. Comfortable with it today, I do love it. Having the right partner, priceless.

I will say two of the women are RN's and really know their business. Inexperience can make some good stories but with anal, be 100% comfortable first.

I did lose a bet with a gf and wore a plug out for the evening. Unfortunately she told her friends and I suffered a ton of butt grabbing that night. Finding a woman that wants to peg or MFM shows takes the right person. I've never asked but found women that like to.

 

[Rob_Royale]

deleted

 

[tristantrotsky]

I have never been penetrated by a guy, and have always wondered why guys like it - so my questions are, how does it feel and how is there pleasure in it? I'm very curious - and hope for some honest and clear answers.

Being anally penetrated is a part of accepting gay or bisexual identity. It's part of the human experience of sensuality. It's not necessary if you prefer to express your sexuality in other ways. But you are bound to be curious about what it actually involves, what it feels like to be possessed, to be the receptive part of the fucking. And, in my belief, once a man has been fucked anally, he will be a more tender and considerate lover with his subsequent female partners...

 

[2mucky]

I have topped guys and been fucked myself on many occasions.
I find I need to mentally prepare more than physically. When im in the right head space it feels amazing!
I've cum from being fucked and it almost feels like an out of body experience.
So when a guy im with wants to bottom I know he's enjoying the feeling and that lets me enjoy fucking him.

I can sometimes almost recreate it with my dildo, it's huge (way bigger than any real cock I've fucked) so when I lube up and work the head into my boi cunt I feel so nasty and violated that I cum really quickly. Lol im rock hard just typing this!
I've been used (that's the best word) at a male sauna by 4 or 5 older guys and totally loved it. I had a cock or two in my mouth always and was fucked repeatedly. They bent me literally, my ass was overflowing with cum and my face slathered too, I felt amazing. It was the best time ever. My ass and mouth drained them all...... yes!!

I guess i'm a slut? But I love to top too.
Haha I guess i'm genuinely bi.

 

[nostuff]

I've been used (that's the best word) at a male sauna by 4 or 5 older guys and totally loved it. I had a cock or two in my mouth always and was fucked repeatedly. They bent me literally, my ass was overflowing with cum and my face slathered too, I felt amazing. It was the best time ever. My ass and mouth drained them all...... yes!!

Gawd, I want to be you so bad.

 

[CuriousMind68]

I have never been penetrated by a guy, and have always wondered why guys like it - so my questions are, how does it feel and how is there pleasure in it? I'm very curious - and hope for some honest and clear answers.

I didn't go through all the responses so if you already answered this I apologize. Have you ever penetrated yourself with anything before and did you find pleasure from it? Like fingers (yours or someone elses), a tongue, toys? I have done those and find it pleasurable so I image with the right sized cock, and a slow pace, it will also be pleasurable.

 

[Dev8ing]

Before I had ever been fucked, I knew that I wanted it the first time I saw a cock on a beautiful woman. So I bought a dildo and practiced on myself getting my sphincter muscle accustomed to having something enter. For a while I felt like I needed to poop every time I did it but eventually this feeling faded.

When I actually went to visit a woman and make it a reality, I was afraid that I would freak out when I saw her cock. However she was so feminine that her cock seemed feminine too because it was hers.

When I presented my ass to her for the first time, she slammed her cock into me in one big thrust - good thing she didn’t have a big cock. There was a wave of pain but it quickly disappeared followed by the pleasure of feeling someone moving their cock in and out of my hole. Your ass feels full like when you play with the dildo but it’s better because it’s someone with their own rhythms of fucking and thrusting. It is so exciting being fucked knowing that the person thrusting into your ass is eager to fill your ass with their cum.

It didn’t take long before I could tell from the sounds she was making that she was going to cum. Instead of filling a bitch with my cum, I was now the bitch! Although I couldn’t feel her shooting, I knew that she was ejaculating her hot cream into me. It felt really powerful to be able to make someone cum and feel her seed running out of my ass when she pulled out.

I didn’t cum myself but it didn’t matter. Her orgasm was like my own orgasm because I made it happen for her. Afterwards all I wanted was to be fucked again and that night she fucked me three more times. God, it felt great to be a bottom slut for her cock.

That’s amazing , such a fantasy of mine.

 

[creative1772]

I have topped guys and been fucked myself on many occasions.
I find I need to mentally prepare more than physically. When im in the right head space it feels amazing!
I've cum from being fucked and it almost feels like an out of body experience.
So when a guy im with wants to bottom I know he's enjoying the feeling and that lets me enjoy fucking him.

I can sometimes almost recreate it with my dildo, it's huge (way bigger than any real cock I've fucked) so when I lube up and work the head into my boi cunt I feel so nasty and violated that I cum really quickly. Lol im rock hard just typing this!
I've been used (that's the best word) at a male sauna by 4 or 5 older guys and totally loved it. I had a cock or two in my mouth always and was fucked repeatedly. They bent me literally, my ass was overflowing with cum and my face slathered too, I felt amazing. It was the best time ever. My ass and mouth drained them all...... yes!!

I guess i'm a slut? But I love to top too.
Haha I guess i'm genuinely bi.

this is exactly right... i can't say that i've had your sauna experience....
but you are spot on about being in the right headspace to take cock.
my dildo brings me to a pretty much instant and automatic hands free orgasm nowadays. there's definitely a physical component to it, but im always trembling with excitement as i lube it up and prepare to violate myself with it...
i couldn't agree with you more!

 

[artslut86]

If it's just the curiosity of the pleasure you seek, I would recommend starting with small anal toys and see what feels good to you. While I can cum from prostate stimulation quite easily, the pleasure I receive is from the sensation of being filled up... Be it by a man, woman, or toy. And the sensation of something large pushing my pain threshold. I don't seek pain. I seek intensity. There is a difference and you will only be able to understand it if you feel the sensation for your self. Start small and then work up to larger sizes, never pushing the limits of your pain threshold.

I don't enjoy painful anal. But I have enough experience that when I insert a large butt plug/dildo or my wife fists me, the adrenaline is the turn on for me. I know it could hurt if I'm not careful. It's the balancing act for me. Because the peak of that experience comes when the plug or her hand snaps into place, or a man's cock or a dildo reaches full insertion... That moment is exhilarating.

Tell us more about prostate stimulation. I'v had that 'full head' urgency to pee stim, but I dont understand how to release.
The movements side to side on my perineum is what activates it, to a lesser extent deeper penetration of a prostate motorized toy does also, but the side to side motion builds up the pressure. with or without any penis touch.
how do you or when do u know you will release the p-spot orgasm.
I feel like im close. But it gets very uncomfortable after a while.

 

[creative1772]

Tell us more about prostate stimulation. I'v had that 'full head' urgency to pee stim, but I dont understand how to release.
The movements side to side on my perineum is what activates it, to a lesser extent deeper penetration of a prostate motorized toy does also, but the side to side motion builds up the pressure. with or without any penis touch.
how do you or when do u know you will release the p-spot orgasm.
I feel like im close. But it gets very uncomfortable after a while.

i feel the urge to pee as well.... but when i cum it happens even though im "holding it"
it's just cum... i can't hold it back once i orgasm.

for me, i have to have internal pressure on my prostate... i use a dildo and i've cum from repeatedly thrusting into it, or from pressing into it and holding... or even from going deep and sliding the textured shaft along my prostate.

my first time, i took a while to cum, but now that im used to it... it happens almost immediately, i need very little warm up
hope that helps!

 

[Escierto]

That’s amazing , such a fantasy of mine.

You can make it happen if you want. I have been with my trans girlfriend for four years.

 

[Dev8ing]

You can make it happen if you want. I have been with my trans girlfriend for four years.

I’d love to find a trans girl but they’re like unicorns lol

 

[Escierto]

I’d love to find a trans girl but they’re like unicorns lol

If you are adventurous like me you can go to the places where they are common (Thailand and the Philippines). My girlfriend is a Filipina who speaks perfect English.

If you are lucky enough to live in a big city you can use Tinder and Grindr to find local trans women. On Tinder you have to read the profiles, a transgender woman will usually tell people that she is trans.

 

[Dev8ing]

Thailand would be amazing, I’ve seen so many “ladyboys” that are just so beautiful and feminine. I’ve tried Grindr before but the experience was less than positive, so many over aggressive creeps on there and very few trans. I should check out Tinder though.

 

[Wanking_Frank]

I had never been with a guy before, but had messed around with toys and dildos for a while before deciding to hook up. So I’d at least been penetrated before and enjoyed the feeling, though the temperature of the toy matters a bit, a little cold it doesn’t feelas good right away.

But as for the real thing, it was a great experience for me, I had never sucked a cock before so this was two new experiences on the same day. Put an ad on doublelist, hosted at my house on a rare day that nobody else was here. Guy was a few years older than me, not great looking but not terrible. He had a decent 6-1/2” cock, got rock hard with seconds of me servicing him. Apparently I was a little too aggressive because he came really fast, I took what he had and swallowed it down, but he was still quite hard and willing to tap my ass.

Took a little time for him to initially penetrate, and it hurt just a little but not for long. I loosened up a little and he got into a good rhyth. No matter how hard he fucked me it wasn’t hard enough, I kept telling him to pound me as hard as he possibly could. The power of the thrusts is really something you can’t replicate with a toy and it makes it so much better. I think it was maybe somewhere between 5 and ten minutes total that I was getting rammed from behind before he stopped - he was using a rubber and didn’t cum a second time. But after he pulled out, my ass felt all drippy from lube and loose. Kinda felt like that for a while and to be honest it was a pretty awesome feeling.

I hope someday I’ll take the next step and let someone fill me full of cum. That loose drippy feeling with cum oozing out would be even better as long as it’s a person that would be tested clean ahead of time.

If you have any doubts this is something you should try and experience for yourself and I am sure you will not regret it.

I have sucked a few guys off but only have this one true fucking experience and I really need to do it again to relive that memory of being taken to pound town.

 

[artslut86]

I really need to do it again to relive that memory of being taken to pound town.

Taken to pound town! OK You go boy!

 

[Escierto]

Thailand would be amazing, I’ve seen so many “ladyboys” that are just so beautiful and feminine. I’ve tried Grindr before but the experience was less than positive, so many over aggressive creeps on there and very few trans. I should check out Tinder though.

You are so right - Grindr is terrible but even there I met some nice trans women.

 

[2tallpaul]

i feel the urge to pee as well.... but when i cum it happens even though im "holding it"
it's just cum... i can't hold it back once i orgasm.

for me, i have to have internal pressure on my prostate... i use a dildo and i've cum from repeatedly thrusting into it, or from pressing into it and holding... or even from going deep and sliding the textured shaft along my prostate.

my first time, i took a while to cum, but now that im used to it... it happens almost immediately, i need very little warm up
hope that helps!

The description is great. My lady started by fingering during blow jobs that led to sex toys and plugs during sex. Plugs made my erections harder during intercourse. As it happened she started me climaxing without a blow job and from there it led to pegging. She loved to watch the climax plus said I was a better lover. Trying to make an anal climax happen does feel like you are holding it. Once I learned to get past this I never shot so far in my life.

I've admitted to being bi as my first experience with her bull I didn't think my climax would stop and for the bull he said it was the best on his end too. It's a regular part of our sex life now and she thinks its so hot to watch. In short, she showed me how starting with oral play and toys.

 

[artslut86]

The description is great. My lady started by fingering during blow jobs that led to sex toys and plugs during sex. Plugs made my erections harder during intercourse. As it happened she started me climaxing without a blow job and from there it led to pegging. She loved to watch the climax plus said I was a better lover. Trying to make an anal climax happen does feel like you are holding it. Once I learned to get past this I never shot so far in my life.

I've admitted to being bi as my first experience with her bull I didn't think my climax would stop and for the bull he said it was the best on his end too. It's a regular part of our sex life now and she thinks its so hot to watch. In short, she showed me how starting with oral play and toys.

So im thinking then that relaxing like im about to urinate might do the trick. Trying to work this out solo, since I lost the willing partner. - Thanks fellas

 

[creative1772]

The description is great. My lady started by fingering during blow jobs that led to sex toys and plugs during sex. Plugs made my erections harder during intercourse. As it happened she started me climaxing without a blow job and from there it led to pegging. She loved to watch the climax plus said I was a better lover. Trying to make an anal climax happen does feel like you are holding it. Once I learned to get past this I never shot so far in my life.

I've admitted to being bi as my first experience with her bull I didn't think my climax would stop and for the bull he said it was the best on his end too. It's a regular part of our sex life now and she thinks its so hot to watch. In short, she showed me how starting with oral play and toys.

lol... it definitely sounds like she trained you well!!
good for her

 

[artslut86]

A good D or trainer is hard to find and worth be patient!

 

[lustylikes]

I have never been penetrated by a guy, and have always wondered why guys like it - so my questions are, how does it feel and how is there pleasure in it? I'm very curious - and hope for some honest and clear answers.

Tried twice. First time was not relaxed. Second time I came instantly after I lowered onto him and a couple of jabs sent me where I will go again any time.

 

[tattoosandyoga]

I have never been penetrated by a guy, and have always wondered why guys like it - so my questions are, how does it feel and how is there pleasure in it? I'm very curious - and hope for some honest and clear answers.

i never have either. so i share some of your questions

 

[Busy54]

i never have either. so i share some of your questions

I have “bottomed” for years, happy to answer any questions